Determination of the enantiomeric excess of chiral carboxylic acids by 31P NMR with C2 symmetrical diamines

被引:20
作者
Alexakis, A [1 ]
Chauvin, AS [1 ]
机构
[1] Fac Sci Geneve, Dept Chim Organ, CH-1211 Geneva 4, Switzerland
关键词
D O I
10.1016/S0957-4166(01)00257-9
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The use of organophosphorus derivatisation agents prepared from C-2 symmetric diamines for the P-31 NMR determination of the enantiomeric composition of chiral carboxylic acids is described. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1411 / 1415
页数:5
相关论文
共 47 条
[21]   ENANTIOMERIC EXCESS DETERMINATION WITHOUT CHIRAL AUXILIARY COMPOUNDS - A NEW P-31 NMR METHOD FOR AMINO-ACID ESTERS AND PRIMARY AMINES [J].
FERINGA, BL ;
STRIJTVEEN, B ;
KELLOGG, RM .
JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (26) :5484-5486
[22]   ALKYLPHOSPHONIC DICHLORIDES, NEW REAGENTS FOR THE ENANTIOMERIC EXCESS DETERMINATION OF CHIRAL ALCOHOLS AND THIOLS BY P-31 NMR [J].
FERINGA, BL ;
SMAARDIJK, AA ;
WYNBERG, H ;
STRIJTVEEN, B ;
KELLOGG, RM .
TETRAHEDRON LETTERS, 1986, 27 (08) :997-1000
[23]   AMINOPHOSPHINE-RHODIUM COMPLEXES AS CATALYSTS IN ASYMMETRIC HYDROGENATION - DEPENDENCE OF THE ENANTIOSELECTIVITY ON THE STRUCTURE OF THE CHIRAL LIGANDS [J].
FIORINI, M ;
GIONGO, GM .
JOURNAL OF MOLECULAR CATALYSIS, 1979, 5 (04) :303-310
[24]   A CHIRAL SOLVATING AGENT FOR DIRECT NMR ASSAY OF THE ENANTIOMERIC PURITY OF CARBOXYLIC-ACIDS [J].
FULWOOD, R ;
PARKER, D .
TETRAHEDRON-ASYMMETRY, 1992, 3 (01) :25-28
[25]   1,2-DIPHENYLETHANE-1,2-DIAMINE - AN EFFECTIVE NMR CHIRAL SOLVATING AGENT FOR CHIRAL CARBOXYLIC-ACIDS [J].
FULWOOD, R ;
PARKER, D .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1994, (01) :57-64
[26]   Menthyldichlorophosphate: A chiral derivatizing agent for symmetrical diols [J].
Garner, CM ;
McWhorter, C ;
Goerke, AR .
TETRAHEDRON LETTERS, 1997, 38 (44) :7717-7720
[27]   DESIGN AND REACTIVITY OF TOPOLOGICALLY UNIQUE, CHIRAL PHOSPHONAMIDES - REMARKABLE DIASTEREOFACIAL SELECTIVITY IN ASYMMETRIC OLEFINATION AND ALKYLATION [J].
HANESSIAN, S ;
DELORME, D ;
BEAUDOIN, S ;
LEBLANC, Y .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (19) :5754-5756
[28]  
HIEMSTRA H, 1977, TETRAHEDRON LETT, P2183
[29]  
HULST R, 1992, ANGEW CHEM INT EDIT, V31, P1092, DOI 10.1002/anie.199210921
[30]   (S)-2H-2-OXO-5,5-DIMETHYL-4(R)-PHENYL-1,3,2-DIOXAPHOSPHORINANE, A NEW REAGENT FOR THE ENANTIOMERIC EXCESS DETERMINATION OF UNPROTECTED AMINO-ACIDS USING P-31 NMR [J].
HULST, R ;
ZIJLSTRA, RWJ ;
DEVRIES, NK ;
FERINGA, BL .
TETRAHEDRON-ASYMMETRY, 1994, 5 (09) :1701-1710